Chiral amines have found widespread application in asymmetric synthesis serving, for instance, as chiral bases in enantioselective deprotonation reactions1,2 or being valuable substances for resolving racemic mixtures of acids. Additionally, chiral amines are prevalent, essential parts of many drugs and drug candidates.
Alexakis has reported on a practical solvent-free reductive amination reaction. In a one-pot synthesis, C2-symmetrical secondary amines could be obtained in high diastereoselectivities starting from (R)-α-ethylbenzylamine or (S)-α-ethylbenzylamine, respectively (Figure 1).
Figure 1. α-Ethylbenzylamine
These secondary amines also serve as valuable chiral building blocks for the synthesis of atropisomeric phosphoramidites used in highly enantioselective copper-catalyzed conjugate additions3,4 or in iridium-catalyzed allylic substitutions.5
Diazoxide BPDZ-44 was found to be a tissue selective ATP-sensitive potassium channel opener, resulting in inhibition of important physiological processes such as insulin release or muscle tone and contractility. The straightforward synthesis of BPDZ-44 used (S)-2-amino-3-methylbutane as a chiral building block in a key step (Figure 2).6
Figure 2. 2-Amino-3-methylbutane
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